Laboratoire de Chimie Moléculaire et Thioorganique, ENSICAEN, Université de Caen Basse-Normandie, UMR-CNRS 6507, FR3038, 6 Bd du Maréchal Juin, 14050, Caen Cedex, France.
Org Biomol Chem. 2009 Nov 7;7(21):4481-90. doi: 10.1039/b912724k. Epub 2009 Aug 21.
Preparation of several acyclonucleosides containing both a difluoromethylphosphonate group and a triazole moiety is described starting from a difluorophosphonosulfide. The key step of the synthesis involves a copper(I)-catalyzed Huisgen 1-3 dipolar cycloaddition between difluorophosphonylated azides and propargylated nucleobases derived from thymine and 2-amino-6-chloropurine.
描述了一种从二氟膦酰基硫开始,制备含有二氟膦酸酯基和三唑部分的几种环核苷的方法。合成的关键步骤涉及铜(I)催化的二氟膦酰基叠氮化物与胸腺嘧啶和 2-氨基-6-氯嘌呤衍生的炔丙基核苷碱基之间的 Huisgen 1,3-偶极环加成反应。